Brønsted Acid-Catalyzed Cyclization of β-Amino-1,4-enols to Oxazol-2(3H)-ones and 5-Alkenyloxazolidin-2-ones

Yichao Zhao; Stuart Adam Henry; Jianwen Jin; Guy James Clarkson; Philip Wai Hong Chan

doi:10.1002/ajoc.201900277

Brønsted Acid-Catalyzed Cyclization of β-Amino-1,4-enols to Oxazol-2(3H)-ones and 5-Alkenyloxazolidin-2-ones

Yichao Zhao, Stuart Adam Henry, Jianwen Jin, Guy James Clarkson, Philip Wai Hong Chan

School of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

Abstract

A synthetic method to prepare oxazol-2(3H)-ones and 5-alkenyloxazolidin-2-ones efficiently that relies on a Brønsted acid-catalyzed cyclization of the respective secondary and tertiary β-amino-1,4-enols in ethanol is described. The reaction did not require the exclusion of air or moisture.

Original language	English
Pages (from-to)	1029-1032
Number of pages	4
Journal	Asian Journal of Organic Chemistry
Volume	8
Issue number	7
DOIs	https://doi.org/10.1002/ajoc.201900277
Publication status	Published - Jul 2019

Keywords

alcohols
Brønsted acids
cyclization
heterocycles
synthetic methods

Access to Document

10.1002/ajoc.201900277

277370655-oaAccepted author manuscript, 493 KBLicence: Unspecified

Link to publication in Scopus

Cite this

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title = "Br{\o}nsted Acid-Catalyzed Cyclization of β-Amino-1,4-enols to Oxazol-2(3H)-ones and 5-Alkenyloxazolidin-2-ones",

abstract = "A synthetic method to prepare oxazol-2(3H)-ones and 5-alkenyloxazolidin-2-ones efficiently that relies on a Br{\o}nsted acid-catalyzed cyclization of the respective secondary and tertiary β-amino-1,4-enols in ethanol is described. The reaction did not require the exclusion of air or moisture.",

keywords = "alcohols, Br{\o}nsted acids, cyclization, heterocycles, synthetic methods",

author = "Yichao Zhao and Henry, {Stuart Adam} and Jianwen Jin and Clarkson, {Guy James} and Chan, {Philip Wai Hong}",

year = "2019",

month = jul,

doi = "10.1002/ajoc.201900277",

language = "English",

volume = "8",

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AU - Zhao, Yichao

AU - Henry, Stuart Adam

AU - Jin, Jianwen

AU - Clarkson, Guy James

AU - Chan, Philip Wai Hong

PY - 2019/7

Y1 - 2019/7

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KW - alcohols

KW - Brønsted acids

KW - cyclization

KW - heterocycles

KW - synthetic methods

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